Cheapest one-way flights from Montreal to Chicago in November from $174

AirHint found the following cheapest one-way flights from Montreal (YUL) to Chicago (MDW) in November 2025 (see full year).

One-Way flights

22 Nov Porter Airlines (Canada) Ltd
15 Nov Porter Airlines (Canada) Ltd
27 Nov Delta
20 Nov Porter Airlines (Canada) Ltd
24 Nov Porter Airlines (Canada) Ltd
25 Nov Porter Airlines (Canada) Ltd
23 Nov Porter Airlines (Canada) Ltd
11 Nov Porter Airlines (Canada) Ltd
18 Nov Porter Airlines (Canada) Ltd
19 Nov Porter Airlines (Canada) Ltd

Also check the deals for return flights from Montreal to Chicago in November.

Powered by

The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

Book a cheap hotel in Chicago

Cheap car rent in Chicago

Feel free to contact us with any feedback or request another flight research.